4.8 Article

Synthesis of Indene Frameworks via Rhodium-Catalyzed Cascade Cyclization of Aromatic Ketone and Unsaturated Carbonyl Compounds

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ORGANIC LETTERS
卷 15, 期 7, 页码 1476-1479

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AMER CHEMICAL SOC
DOI: 10.1021/ol400198q

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  1. Canada Research Chair Foundation
  2. CFI
  3. FQRNT Center for Green Chemistry and Catalysis
  4. NSERC
  5. McGill University
  6. Shaanxi Normal University Program of Training and Studying Abroad for Teachers

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A novel rhodium(III)-catalyzed direct functionalization of the ortho-C-H bond of aromatic ketone derivatives and an intramolecular cyclization sequence produced indene derivatives in moderate to good yields. This cascade cyclization involves a conjugate addition of alpha,beta-unsaturated ketone and subsequent aldol condensation. The reaction occurred efficiently in the presence of water and under an atmosphere of air.

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